jasonwarrenuk/Roadmap: Migrate

Upgrade an old simple-format roadmap to the rich phase-array format the other roadmap-* skills expect. This is a one-way structural rewrite of the source of truth, so it is user-initiated only (never model-triggered) — the other skills detect the old format and point the user here.

Old (simple) format: a single docs/roadmaps/{name}.md is the source of truth, with <a name="m{N}"> anchors, four sections (In Progress / To Do / Blocked / Completed), - [ ]/- [x] checkboxes, prose — **depends on {IDs}**, a graph TD diagram; .claude/roadmaps.json is a {"roadmaps":[{name,path}]} pointer registry.

Rich format: .claude/roadmaps.json is the source of truth — an array of phase objects {name, path, archived?, externalGates, milestones} with six statuses (todo, blocked, paused, deferred, done, out_of_scope), external gates, milestone/gate dependencies, and a mechanical status recompute. docs/roadmaps/{PHASE}.md and docs/reports/ROADMAP_OVERVIEW.md are projections.

Shared conventions: ~/.claude/library/references/roadmap-conventions.md. The CLI is python3 "$HOME"/.claude/library/scripts/roadmap.py.

Steps

1. Locate and confirm it is old format

Resolve the roadmap: $ARGUMENTS path/name → .claude/roadmaps.json → docs/roadmaps/ scan. Run python3 "$HOME"/.claude/library/scripts/roadmap.py detect:

• Exit 3 — old format, proceed.
• Exit 0 — already rich; tell the user there is nothing to migrate and stop.
• Exit 2 — could not locate; ask for the path.

Show git status and advise the user to commit or stash first — this overwrites the source of truth. Do not proceed with a dirty tree unless the user says so.

2. Parse the old Markdown

Read the .md. For each <a name="m{N}"> milestone block, capture:

• Milestone number and name; the goal (> **Goal:** / > [!IMPORTANT] block).
• Tasks in each section (m{N}-doing, m{N}-todo, m{N}-blocked, m{N}-done): the ID, the description, and any — **depends on {IDs}** clause. Note which section each came from (doing/todo/blocked/done).

Also parse the aggregated graph TD diagram for {A} --> {B} edges — merge these into each task's dependency set, so a dependency drawn only in the diagram (not written in prose) is not lost.

3. Derive milestones, tasks, and dependencies

Build milestone objects {id: "M{N}", name, goal, tasks:[…]}. Each task: {id, description, dependsOn:[…]} with dependsOn the union of its prose depends-clause and its incoming Mermaid edges. The old format has no external gates → externalGates: []. Preserve any - Note: sub-bullets as a task notes field.

4. Assign statuses (seed, then recompute)

Seed each task's status from its old section, then let the recompute derive the rest:

• Completed (- [x]) → done (terminal seed — kept).
• In Progress → there is no in-progress state in the rich format. Seed as todo (the recompute promotes it to blocked if it has non-done deps). Record every task remapped this way for the report — the user may want to re-seed one deliberately (e.g. paused).
• To Do / Blocked → leave unseeded; the recompute sets todo (empty/all-done deps) or blocked (any non-done dep).

Write the seeded JSON, then run python3 "$HOME"/.claude/library/scripts/roadmap.py recompute so every non-terminal status is derived, not carried over. This guarantees the migrated file passes validation immediately.

5. Write the phase-array roadmaps.json

Write a single phase object (or, if migrating one roadmap among several pointer-registry entries, an array — append this phase and mark others as needed). Structure, tabs, field order, British spelling exactly as roadmap-create Step 6. Set the phase name from the old roadmap name (or $ARGUMENTS), path to the .md it will regenerate (reuse the old path so existing links hold), archived: false, externalGates: [].

6. Regenerate the .md as a rich projection

Overwrite the old .md at the same path with the rich layout (see roadmap-create Step 7): milestone headings, - [ ] **{ID}** — {description} lines with status annotations, and a generated graph LR diagram — no <a name> anchors, no four-section structure, no graph TD. The diagram is the verbatim output of python3 "$HOME"/.claude/library/scripts/roadmap.py graph --mermaid --direction LR (terminal milestone edges, canonical colours, correct classDef placement — nothing hand-computed).

7. Generate ROADMAP_OVERVIEW.md

The old format had no prose overview. Synthesise a minimal one (see roadmap-create Step 8) from the milestone goals, with the header count from python3 "$HOME"/.claude/library/scripts/roadmap.py stats. Flag the narrative sections as stubs for the user to flesh out — do not invent decisions or rationale that weren't in the source.

8. Validate and report

Run python3 "$HOME"/.claude/library/scripts/roadmap.py validate — it must report clean; fix any discrepancy. Then report:

• Milestones and tasks migrated; the status distribution (roadmap.py stats).
• In-Progress remaps — every task that lost its in-progress state, so the user can re-seed any deliberately.
• Any dependency edges recovered only from the Mermaid diagram (not written in prose) — worth a glance in case the diagram was stale.
• The three artefact paths written, and a note that ROADMAP_OVERVIEW.md's narrative is a stub.

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Notes

• One-way: the old single-file model cannot be reconstructed from the rich format, hence the git-checkpoint advice. disable-model-invocation keeps it explicit.
• Statuses end up derived, not copied — the recompute is the source of truth for everything except done/out_of_scope seeds.
• Tabs not spaces; British spelling throughout. After migration, the roadmap is maintained by roadmap-maintain, extended by roadmap-update-tasks, and rendered by artefact-roadmap.